77831-75-5

Upstream product

• 917-73-7 sulfene 
• 77831-64-2 (E)-3-Phenyl-4-piperidin-1-yl-but-3-en-2-one 
• 103-79-7 1-phenyl-acetone 
• 13055-49-7 4-hydroxy-3-phenyl-3-buten-2-one 
• 110-89-4 piperidine 

Relevant academic research and scientific papers

Reaction of Sulfene and Dichloroketene with Open-Chain N,N-Disubstituted α-Aminomethyleneketones. Synthesis of 4-Dialkylamino-3,4-dihydro-6-methyl-5-phenyl-1,2-oxathiin 2,2-Dioxides and of N,N-Disubstituted 4-Amino-3-chloro-(6-methyl-5-phenyl)(6-benzyl)-2H-pyran-2-ones

Cycloaddition of sulfene to N,N-disubstituted 4-amino-3-phenyl-3-buten-2-ones (III) occurred in good yield only in the case of aliphatic N-substitution to give 4-dialkylamino-3,4-dihydro-6-methyl-5-phenyl-1,2-oxathiin 2,2-dioxides, whereas N,N-disubstituted 4-amino-1-phenyl-3-buten-2-ones (IV) did not react at all.Polar 1,4-cycloaddition of dichloroketene to III and IV occurred partly in the case of aromatic N-substitution, with the exception of the morpholino derivative IVd, giving in low yield N,N-disubstituted 4-amino-3,3-dichloro-3,4-dihydro-(6-methyl-5-phenyl)(6-benzyl)-2H-pyran-2-ones, which were dehydrochlorinated with DBN to the corresponding 4-amino-3-chloro-(6-methyl-5-phenyl)(6-benzyl)-2H-pyran-2-ones (VII) in good yield.In some cases of aliphatic N,N-disubstitution of III and IV, cycloaddition led directly to N,N-dialkyl derivatives VII in low yield.